Efficient Synthetic Technique, PASS Predication, and ADMET Studies of Acylated n-Octyl Glucopyranosides

Abstract

Direct dimolar pentanoylation of octyl β-D-glucopyranoside (OBG) in pyridine-chloroform solvent system furnished the corresponding 3,6-di-O-pentanoate in improved yield. The pentanoate was further converted into three 2,4-di-O-acyl esters to get novel octyl glucopyranosides. To explore medicinal probability of OBG-based esters all the synthesized compounds were subjected for in silico PASS (prediction of activity spectra for substances) predication and ADMET (absorption, distribution, metabolism, excretion, and toxicity) studies. Both the studies indicated that OBG derived carbohydrate fatty acid (CFA) esters are potential alternative for multidrug resistant (MDR) pathogens, especially for fungal infections.

Keywords

• n-Octyl β-D-glucopyranoside (OBG), Carbohydrate Fatty Acid (CFA) Esters (SEs), PASS Predication, ADMET, SwissADME.